Find hotels in Lakeville, CT from 2.222.970 ₫

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Our top choices for Lakeville hotels

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (270)
Set on the greens in Lakeville, this inn provides a tranquil retreat with spa services, deep-tissue massages, and fitness options. Guests can enjoy meals at the restaurant, drinks at the bar, and easy access to local museums and tea rooms.

"It is so pretty and the views around the hotel were amazing. "
United States
Noraida
The price is 5.421.873 ₫
6.235.154 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Interlaken Inn & Resort

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (562)
"The staff were very friendly and accommodating "
United States
Tom
The price is 1.973.025 ₫
2.204.000 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Travelodge by Wyndham Great Barrington Berkshires

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1004)
Near both Hotchkiss-Fyler House Museum and Warner Theatre, this motel provides free breakfast, WiFi, and parking. Guests appreciate the clean rooms and attentive staff. Enjoy the fitness centre or venture out for nearby downhill skiing adventures.

"Clean comfortable room,great parking and local shopping "
United States
Julie
The price is 2.213.734 ₫
2.545.794 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Days Inn by Wyndham Torrington

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (805)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel

Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (302)
Warm Hudson Valley B&B offering free continental breakfast and parking. The Inn puts you close to Pine Plains Library and The Stissing Centre. Guests praise the helpful staff and convenient location. Rhinecliff Station is just a short drive away.

"Great stay"
United Kingdom
Katherine
The price is 6.510.982 ₫
7.365.548 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Inn at Pine Plains

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (707)
Experience comfort in Great Barrington at this welcoming hotel with clean rooms and attentive service. Visit nearby Lake Mansfield Park or explore the Housatonic River after enjoying the indoor pool, fitness centre, and complimentary WiFi.

"Great hospitality "
United States
regina maria
The price is 2.814.849 ₫
3.144.186 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (109)
Rustic charm awaits at this Craryville B&B with free WiFi and parking. Explore the neighbouring hiking and biking trails or try kayaking. Lake Taghkanic State Park and West Beach are just moments away from this countryside haven.

"Great experience, looking forward to staying again."
United States
Greg
The price is 3.946.050 ₫
4.419.576 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Changing Times Boutique Country Lodging

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (38)
Escape to Sheffield's serene countryside in this inviting B&B. Enjoy complimentary WiFi, parking, and a delicious cooked-to-order weekend breakfast. Nearby attractions include the unique UFO Monument Park and peaceful Lime Kiln Farm Wildlife Sanctuary.

"Wilder House is warm and charming. I’ve stayed many times and it always feels like home. I had a lovely breakfast and a great stay. Thank you! "
United States
Allison
The price is 4.261.734 ₫
4.760.356 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Wilder House Berkshires

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (413)
Set in serene East Canaan, this welcoming B&B offers complimentary full breakfast daily and free self parking. Nearby Land of Nod Vineyard and Beckley Furnace Industrial Park provide local exploration opportunities. Guests consistently praise the helpful staff.

"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is 2.762.235 ₫
3.176.570 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Locust Tree Bed and Breakfast LLC

Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.6 out of 10, (80)
Tucked into Cornwall Bridge, this country motel provides free WiFi and parking for nature enthusiasts. Explore nearby Housatonic Meadows State Park or try snowboarding, then return to comfort with 24-hour front desk service.

"Basic accommodation that was clean and easy."
United States
Elizabeth
The price is 3.419.910 ₫
3.932.897 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Hitching Post Country Motel

The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (119)
Stay at this inviting Hillsdale motel near Catamount Aerial Adventure Park. Enjoy premium bedding after a day of skiing and snowboarding in the area. Convenient amenities include free WiFi and parking.

"Unbearably hard bed, very small room, particle board decor, icy cold cement floor. We checked out within minutes of arriving. "
United States
Carmen
The Brooks Motel

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (189)
Discover tranquility at this countryside lodge featuring the North Star restaurant serving American cuisine for dinner. Enjoy free WiFi and parking while exploring nearby Undermountain Golf Course and Copake Town Park. Rooms offer rainfall showerheads for extra comfort.

"The Alander has such a fun story, and was a great stay. We were just passing through for the night and it had everything we could need! It reminded me of Rosebud Motel group from Schitts Creek ;) if you know you know! Will definitely be staying again!"
United States
Jenna
The price is 3.682.980 ₫
4.124.937 ₫ total
includes taxes & fees
15 Dec - 16 Dec
the Alander

Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (155)
Located in the heart of Cornwall Bridge, this inviting lodge offers a seasonal outdoor pool and complimentary continental breakfast. Explore nearby Kent Falls State Park or hike the Appalachian Trail, just 30 minutes away.

"This inn was very quaint and welcoming. It was a nice inn for the value. "
United States
Jacqueline
The price is 5.566.561 ₫
6.401.545 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Cornwall Inn and Lodge

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.0 out of 10, Wonderful, (961)
Pamper yourself at this spa retreat with complimentary breakfast and free parking. Enjoy deep-tissue massages or visit the 24-hour fitness centre after exploring White Memorial Conservation Centre. Helpful staff ensure a comfortable stay near Mount Tom State Park.

"The hotel is so big and spacious and the free breakfast and snacks are a nice touch."
United States
Shyna
The price is 6.420.213 ₫
7.383.245 ₫ total
includes taxes & fees
18 Dec - 19 Dec
The Litchfield Inn

Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (89)
Discover this charming B&B in Housatonic offering complimentary full breakfast, WiFi, and parking. Conveniently located near Monument Mountain and its reservation, this business-friendly getaway provides a perfect base for exploring local attractions.

"Outstanding all around!"
United States
Jonathan
The price is 5.261.400 ₫
5.876.984 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Granville House

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (547)
Surrounded by natural attractions like Monument Mountain, this welcoming motel offers complimentary WiFi and parking. Daily housekeeping ensures comfort while the attentive staff enhances every stay in this charming Berkshires location.

"The check-in was easy and the room was ready and clean. It was nice having our dogs with us. "
United States
Maria
The price is 2.893.770 ₫
3.232.341 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
The Little Lion

Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (132)
Embrace country charm at this Great Barrington hotel with a garden terrace and full-service restaurant. Unwind at the bar after exploring nearby Questing trails, then enjoy free breakfast before heading to New Marlborough Town Library.

"We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return."
United States
Lynda
The price is 4.879.686 ₫
5.353.016 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Gedney Farm

Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (81)
Set in charming Millbrook with easy access to local vineyards and Wing's Castle, this cosy country house offers complimentary full breakfast. Outdoor enthusiasts will love the nearby trails while the garden and terrace provide peaceful spots to unwind.

"Gracious host and great breakfast "
United States
Gerald
The price is 5.208.786 ₫
5.892.505 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Millbrook Country House Bed & Breakfast

Jenny's Country Manor

Jenny's Country Manor
2.0 star property
Red Hook
7.6 out of 10, Good, (133)
This charming B&B offers daily housekeeping and convenient amenities in a country setting. Just a short drive from Lake Carvel and Stissing Lake Park, Jenny's Country Manor provides a peaceful home base for Hudson Valley exploration.

"Jenny's was quaint and comfortable, with "
United States
Bill
The price is 3.682.980 ₫
4.166.503 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Jenny's Country Manor

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (163)
Located in a quiet area of Norfolk with free daily cooked-to-order breakfast, this B&B provides peaceful comfort near Haystack Mountain State Park. Enjoy complimentary WiFi and parking while the attentive staff ensures a relaxing countryside retreat.

"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is 4.323.555 ₫
4.972.088 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Blackberry River Inn
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Stay near popular Lakeville attractions

Learn more about Lakeville

Sail across sparkling Wononscopomuc Lake or hike the nearby Appalachian Trail for stunning views of the Berkshire foothills. Explore the historic Holley-Williams House Museum or catch a performance at the Lime Rock Park racing circuit in neighbouring Salisbury.

Kent Falls State Park, Connecticut

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Frequently asked questions

What's the seasonal weather in Lakeville?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Lakeville are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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